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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31939Erstellt: 23. Oktober 2026

Dimethylacetamide → Ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylate

https://huagongshe.com/de/reaction/31939

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylacetamideHCID 31374—
EduktDiisopropylethylamineHCID 81531—
Edukt2-(2-Aminoethylamino)-5-nitropyridineHCID 122425—
EduktEthyl 6-chloro-4-phenylpyridine-3-carboxylateHCID 22142763—
LösungsmittelEthyl AcetateHCID 8857—
ProduktEthyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylateHCID 2214300470%

Reaktionsschritte

The crude material above, ethyl 6-chloro-4-phenylpyridine-3-carboxylate (140 mg, 0.56 mmol) was mixed with (2-aminoethyl)(5-nitro(2-pyridyl))amine (408 mg, 2.24 mmol), Hünig's base (390 ul), and DMA (2 ml) for 48 hours at 70-75° C. with stirring under argon. The reaction was followed by TLC and HPLC. When judged complete, the reaction was diluted with EtOAc (100 ml) and washed with sat. aq. NaHCO3 (5×30 ml), brine (30 ml), dried with Na2SO4, filtered, and concentrated under reduced pressure. The yellow solid was purified by column chromatography using 5% MeOH in CH2Cl2 as the eluent. The product was dried overnight in vacuo giving ethyl 6-({2-[(5-nitro(2-pyridyl))amino]ethyl}amino)-4-phenylpyridine-3-carboxylate in 70% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425557B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-7ad28e6003144e34a8b89ccba300464e
Quellennotizuspto-grants-2008_09